Filter Boats By

Filters

from

Boat Type / Category

Filter

Available Boats for sale in Chicago Illinois

  • The perfect blend of power, sophistication, and versatility. This sleek and stylish sport boat is designed for the ultimate thrill-seekers and water sports enthusiasts. Boasting a... View Details

    $49,995
    VIEW DETAILS
  • Contact us to find out ALL available savings! Act fast on this limited-time offer! This versatile, entry-level bowrider is great for couples and small families. It brings abundant... View Details

    $31,465
    VIEW DETAILS
  • Act fast on this limited-time offer! Experience Elegance on Water Introducing the stunning 2026 Bayliner E16LE, a luxurious vessel that redefines your aquatic adventures. Nestled a... View Details

    $26,633
    VIEW DETAILS
  • Introducing the 2026 Harris Cruiser 230, built without compromise. Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line.... View Details

    Call for price
    VIEW DETAILS
  • Just landed and ready to make waves! Introducing the 2026 Yamaha AR220, value-packed watersports fun. Offering the perfect blend of value, versatility, and convenience in an afford... View Details

    Call for price
    VIEW DETAILS
  • This 2022 NXT22 really well equipped with DockStar, Surfstar, advamced audio package, convertible rear seat, convenience package, removable ski pylon and tandom axle trailer. Intro... View Details

    $89,995
    VIEW DETAILS
  • The "Live Aboard Lifestyle" simply does not get any better than this. Exclusively used in Fresh Water since new, this one owner Bayliner 5288 has been meticulously maintained since... View Details

    $299,995
    VIEW DETAILS
  • 2024 Tiara Yachts 38LS View Details

    $729,995
    VIEW DETAILS
  • Act fast on this limited-time offer! Experience Unmatched Performance Introducing the 2025 Mastercraft XSTAR, where cutting-edge engineering meets exhilarating performance. This st... View Details

    $354,977
    VIEW DETAILS
  • Contact us to find out ALL available savings! The fresh new MasterCraft NXT22 is big news. One of our most popular boats ever has a brand new design and updates from tip to tail. T... View Details

    $128,525
    VIEW DETAILS
  • Price Drop 2025 Sea Ray SDX 270

    Contact us to find out ALL available savings! Act fast on this limited-time offer! The SDX 270 delivers on maximum capability to make a full day on the water easy to enjoy. With pl... View Details

    $182,584
    VIEW DETAILS
  • Contact us to find out ALL available savings! Explore the Waves in Style with the NXT20 Discover the perfect combination of affordability and excitement with the NXT20 boat. Measur... View Details

    $110,275
    VIEW DETAILS
  • Contact us to find out ALL available savings! BARLETTA LUSSO 25 UC Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

    $113,317
    VIEW DETAILS
  • Exceed your expectations with the 2026 Yamaha SX250. With 400 horsepower, an innovative hull design, ample storage, and a functional layout, this boat is an unbeatable value. Key F... View Details

    Call for price
    VIEW DETAILS
  • The 2026 Sailfish 272 center console offers next-level comfort with ample fish-fighting room. Enjoy smooth, powerful performance courtesy of the 6th-generation VDS hull design, and... View Details

    Call for price
    VIEW DETAILS
  • Introducing the 2026 Yamaha 195 FSH Sport, style and performance at an affordable price. With it's sleek t-top design, powerful supercharged engine, innovative fishing features, an... View Details

    Call for price
    VIEW DETAILS
  • The flagship 360 center console combines unsurpassed quality and state-of-the-art technology with a layout and features designed for maximum versatility. Fish, play, cruise or ente... View Details

    Call for price
    VIEW DETAILS
  • Experience total wakesports excitement with the 2026 Yamaha AR250. Experience unparalleled value for its size with the AR250. Its stylish watersports design, powered by robust 1.9L... View Details

    Call for price
    VIEW DETAILS
  • Designed and built for offshore anglers, the 242 center console features the Sailfish VDS hull, ensuring smooth, powerful performance. With its larger console headspace, ample seat... View Details

    Call for price
    VIEW DETAILS
  • Incredible versatility and comfort are hallmarks of the 276 dual console. A 6th-generation VDS hull ensures a soft, dry ride, while the spacious, ergonomic deck design and an array... View Details

    Call for price
    VIEW DETAILS
  • Experience the epitome of luxury and performance with the Saxdor 270 GTO. Designed for those who demand the best on the water, this sleek vessel embodies sophistication and style.... View Details

    Call for price
    VIEW DETAILS
Showing 1408 to 1428 of 1,633 boats found.